Friday Night Indoor Music Series — October 21st — 6 pm to 8 pm

Playing great music with Passion and Energy and Rockin’ like no other! TC and The Reactions bring a new energy and excitement to the music scene of the Rogue Valley. The band plays what it has labeled “Power Rhythm & Blues”…music played with passion and old school rockin’ expression…driven to get a REACTION from you!

TC and The Reactions is a collaboration of some of the finest musicians in the Rogue Valley.

Click here to visit TC and The Reactions on Facebook

The food vendor for this Friday TBA.

Wine Club Members can reserve a table inside the tasting room. Minimum 4 people per table. The cost is $5 per person.  Please call the Tasting Room at (541) 776-2315 to make a reservation.

Mark your calendars for these upcoming performances:
• October 28th — Rogue Suspects
• November 4th — State of JEFF
• November 11th — TBA
• November 18th — LEFT
• November 25th — TBA

Wednesday Evening Music Series

Join us on October 26th from 5 pm to 7 pm in the tasting room for our very own Wednesday Evening Music Series featuring Open Mic with Rockn’M Music’s Rick Millward.

Steen & Hallie from Nguyễn Street Food will be serving up a delicious duo of some of the best soups in the valley.

CRUSH Polio Grape Stomp — October 22nd — 1 pm to 5 pm

crush-polio-event-posterJoin us for the 1st Annual Crush Polio Grape Stomp presented by Medford Rogue Rotary and RoxyAnn Winery.

Rotary International has been at the forefront of the eradication of polio worldwide since 1979. In the mid 1980’s there was an annual average of 350,000 Polio cases reported worldwide in 125 countries. Today there are only two countries, Afghanistan and Pakistan, that have the wild Polio virus with just over 100 cases reported worldwide in 2015.  The number of reported cases in 2016 is expected to drop to around 30 cases worldwide.

October is Polio awareness month.  Please help Rotary accomplish our goal of eradicating Polio worldwide by coming out to RoxyAnn Winery on October 22nd from 1 pm to 5 pm.

Admission is $25, includes a glass of wine, grape stomp for all ages and a chance to play in the Cornhole Tournament.  The tournament is limited to the first 24 2-person teams that sign up.

Visit this link to PURCHASE TICKETS or stop by the tasting room.  We are open every day from 12 pm to 7 pm.

4th Annual Pumpkins Wines & Good Times — October 22nd — 1 pm to 3 pm

Come out to RoxyAnn Winery on Saturday, October 22nd from 1 PM to 3 PM, for an afternoon of pumpkin carving, live music and a bite to eat. Choose a pumpkin from our pumpkin patch or simply watch your neighbor carve.  There will be a “Kiddie Table” for young ones to decorate a pumpkin with supervision.

Celebrate Halloween at RoxyAnn — October 28th — 6 pm 

Join us on Friday 10/28 for our 3rd annal Halloween bash!  Come dressed in your favorite costume and dance the evening away with music by The Rogue Suspects.

Complete Wine Color Chart 

A wine’s color is far more important and far more complex than three simple categories; red, white, and rosé. Observing a wine’s color can be a valuable clue for determining the vintage, assessing quality, and excelling at a blind tasting challenge.

Click here to read the full article

10 Reasons The Country Should Be Thankful for Oregon

Oregon is an incredible state, full of stunning scenery, great people, amazing food, and so much more. Here are 10 reasons the whole country should be thankful for Oregon especially those of us who are lucky enough to live here. By the way, our favorite is #9.

Click here to read more

The Cottage at Hillcrest Orchard

This historic little cottage boasts an incredible location for wine tasting and gorgeous views. Located on the grounds of the 250 acre Hillcrest Orchard Estate and RoxyAnn Winery, The Cottage will not disappoint for your next getaway!

Enjoy a complimentary wine tasting or glass of wine at the RoxyAnn Tasting Room.


“This place is a rare find for all the right reasons! Easily one of the coolest Airbnbs that I’ve stayed at. I arrived on a Friday night just in time for the live band and food truck by the tasting room. Barbara provided all the information and made sure everything was taken care of during my short stay. Make sure you get there early to taste some wine (the Malbec was my favorite). The staff are super friendly and the room is filled with witty wine quotes. Will definitely stay here again next time! PS. do NOT leave this place without getting a few bottles of wine =).”

Click here for rates and booking information

Featured Artist — October 2016

Phyllis Gustafson is our featured artist this month.  Stop by the tasting room to meet Phyllis on Sunday, October 9th, from 2 to 5 pm.


The study of nature has consumed my life from an early age. 1 was born and raised in the hills of the Rogue Valley and although having traveled to many places in the world to see fantastic mountains, and landscapes, this is still the most wonderful place to live.

With Mark Turner, I co-authered the field Guild ‘Wild Flowers of the Pacifc Northwest’ for Timber Press. Since pulication in 2006 I’ve wanted to share my love of the full beauty of our region. I have a keen appreciation of light and how it plays on all of life. The need to express this fantastic interchange brought me to painting landscapes in oil and pastel.

My work is also at Art du Jour Gallery, 213East Main Street in Medford.

All the paintings are of local or near local spots where I love to be.

Phyllis Gustafson

Claret Awarded GOLD Medal from Sunset Magazine

RoxyAnn Winery 2012 Claret was an award winner at Sunset Magazine’s 5th Annual International Wine Competition!

This year, Sunset had over 3,000 entries from the United States and around the world.  The judging, held at their new Cornerstone campus on April 25 and 26, was conducted by 50 of the most respected wine experts in the West, led by honorary chairs Joel Peterson, founder and winemaker, Ravenswood; and Sara Schneider, Sunset’s Wine Editor.

Winemaker’s Corner

Hello All,

It’s Me (you know, the Winemaker Dude) from the winery bunker. Since the Harvest has hit it kind of feels like a bunker. Bright light BAD!

Ok, we have (as of today) brought in all of the white grapes for the 2016! Yea! We still need to ferment them out, but they can no longer go bad in the vineyard. Also in the winery is the 2016 vintage of Pinot Noir. It is fermenting along nicely, thank you, with aromas of wild strawberry, cherries, and a little black raspberry.

Tomorrow we will go out into vineyard in search of the wily grape sample. They are slow so very catchable! No, we’ll take samples from the blocks of the Vineyard that are the closest to being ripe, and through analytical data and tasting decide which will be the next fruit to come into the winery.

This year we will be making another vintage of Founders Reserve (Port), and a “real” vintage of Yumbrusco. We still have the Sherry project aging away gracefully in some barrels from last year, and we’re getting anxious to see how it will turn out. But patience is a virtue, so we will have to wait another. I thought of any other new projects to make everyone miserable this year so we will have to go with these.

So far it looks to be another excellent Vintage and one without any real smoke! Of course now that I said that we won’t be able to see across the parking lot from the smoke tomorrow morning!!

Well, Take care all, and if you come by the Winery and see a group of zombies working in the back, that’s us! But do be careful we might bite! Ha!


RoxyAnn Joins the Bear Creek Trail of Wineries!

One of the most popular wine tasting rooms in East Medford, RoxyAnn Winery is a hotspot for events throughout the entire year as well as a relaxing place to sip some of Southern Oregon’s best wines while enjoying the view of the vineyards along the slopes of RoxyAnn Peak.

Visitors to the Bear Creek Wine Trail will now get to stamp their passports at the historic Hillcrest barn at RoxyAnn Winery.

Please visit for more information

RoxyAnn Winery Now Pouring “Yumbrusco”

We are proud to offer a new wine to our tasting menu.  “Yumbrusco”…a slightly sweet, sparkling lambrusco styled wine that will make you say yum!  On your next visit to the Tasting Room, ask for it by name.

Southern Oregon — WineEnthusiast’s Top 10 Travel Destinations

We all know the story of Oregon wine no longer begins and ends with Willamette Valley Pinot Noir. Southern Oregon has be hailed by WineEnthusiast as one of “The 10 Best Travel Destinations” in the world!

Not listed in the article are three of my favorite Southern Oregon wine events; The Annual JPR Wine Tasting Event & AuctionA Taste of Ashland, and The Oregon Wine Experience.

By the way, if you are wondering who is toasting a glass of bubbles in the “Where to Dine” section, it is our very own Steven Addington. It was an incredible evening of amazing food and wine spent with Eric & Julie Weisinger and friends at The Loft in downtown Ashland.

Click here to read the full article

San Francisco Chronicle Wine Competition 2016 Winners

From the San Francisco Chronicle, “Congratulations on your awards at the 2016 competition.  We are pleased to provide you with a list of your awards winners.”

2012 RoxyAnn Claret — Silver
2012 Honor Barn Red — Bronze
2013 Chardonnay — Silver
2014 Pinot Gris — Silver

Click here to read the full article

Southern Oregon Wines Love to Fly FREE!

Extended through 2017, the Oregon Wines Fly Free program allows Alaska Airlines Mileage Plan members to check one case of wine at no cost on their return flight departing from one of four Oregon airports, as well as Walla Walla, Washington. As a bonus, inbound visitors can receive complimentary tastings at any participating winery by showing their Alaska Airlines boarding passes within a week of arrival.

Membership in Alaska Airlines’ award-winning Mileage Plan is free and customers can join at



Jack Day | CEO & Founder

Jack has a keen ability to connect the familial roots of this business with the future of where the wine industry is headed in Southern Oregon.  He has a sharp mind paired with a clever wit that makes him someone you easily want to be around.  He takes an invested interest in each and every one of his employees and goes above an beyond to pay attention to individual strengths that makes each person unique.